First off this happened a couple years ago when I was(45) and first realized I was BI and started exploring. Wife said she always knew I was BI and just waited for me to realize it. When I accepted and said I wanted to explore she said ok BUT only when your out of town traveling for work Not at home and IF you are going to bottom it will ONLY be when I am present. I travel very frequently for work so that worked for me and she helped me create a grinder profile ✈️Top looking for bottom And we were Very specific about what I wanted and how things would go. I had pre planned messages that explained everything

So I’m in Pittsburgh, I’m talking to a younger guy (20) on grindr and discussed what I was looking for, he said he was up for it so we decided to meet for coffee.

We met, talked about what I wanted, I explained I was looking for a sex toy to take care of my sexual needs for the night, do what I say when I say it and ONLY what / when i say. I will use your mouth and your ass as I see fit while your with me, you will NOT be touching your dick and I definitely will not be touching it. Once I finally cum whether in your ass or mouth you will get up get dressed and let yourself out

He was Very enthusiastic so we came back to my room, did my usual and got head right inside the door,then shoved him to the floor fucked him hard and long as he was moaning and gasping.

I then did something different and decided to be harsh and gave him a tiny square of tp to wipe his ass He looked at it then at me then at it and back, I said thats all your getting..... is that a problem? He just shook his head and used it. I used his mouth one more time then told him to pull his shorts up and announced “I’m hungry, let’s go to the cafe down the street”

I took him out to dinner (my wife later complained this was basically a date) and he kept complaining about how he thought he was making a wetspot on his shorts, I looked at him and said look, if your going to bitch and moan about your greedy asshole begging for more just leave I dont have time for whining. Is that clear? He looked stunned and said. Ahhh....... no .... ahh i wasnt...... Just stop.... seriously The waitress heard a good portion of our conversation as i would see her look over and pretend not to listen

So we finished eating, when the waitress came with the bill he asked for two checks, i said no I have this and he said are you sure? I looked at the waitress and said I’m sure One Check he will be making up for it when we get back to the room as i am moore than ready for Dessert and he has his work ahead of him She looked at me, looked at him (he was wide eyed) looked back at me with a big smile and said well ok, looks back at him and says I hope your a good dessert and ready because he looks serious and walked off to get the check

When she came back she had a big smile and kinda laughed as she handed me the recite and handed him a napkin she looked at him and said you might want to use this... your leaving a wet spot he looked mortified and mumbled thank you...... she looked at me and said “ohh with that attitude im not sure your going to get what your wanting to out of him you should have split the bill”

He looked at her and said Wait ...what. Why would you say that. No your wrong. She said Ahhh thats better now what do you say?
He looked at me and i kept looking at her. He looked at her and said Ahhh thank you Ma’am,.

She looked at me and said Thats better... alot better and winked

So we got back to the room, I turned on the tv and he sat down, i asked what are you doing? He looked confused, i pointed at the floor and said on your knees and as he did i pulled my pants off and took his place on the couch, i roughly grabbed his head and shoved it down on my dick for some good head and I tell you he had an amazing mouth when it came to giving head

That went on for a while as i watched tv. And basically ignored him as he sucked and licked LOL. Then i had him take off his shorts, lay flat on the floor and i took his ass on and off for a good two hours with him staying on the floor the whole time. I’d get up sit on the couch or act like he wasnt in the room, walk over fuck his ass hard for ten min then ignore him again.

At one point he moved his hand to stroke his dick and i said What do you think your doing? I was going to stroke..... STOP didnt we dicuss this over coffee? I told you EXACTLY what I wanted and you agreed thats also what you wanted and how you wanted to be treated. So get your hand off that dick.. you will NOT be touching or getting anywhere near cumming while you are here. You are here to please me with your mouth and your ass Nothing more now get on you knees and take me in you mouth. Dont stop sucking until I specifically tell you to, i dont care if you jaw hurts or you need a break you stop when i tell you to, If your going to stop then just get up put your shorts on and leave NOW, im starting to loose interest in all of this....

i turned away and went into the bathroom, when i came back he was on his knees in front of the couch, eyes closed and mouth wide open DAMN!!!! I ignored him while he licked, sucked, and rimmed my ass When i saw he needed a break from sucking I’d push him onto his stomach and lift his hips and slide right into his ass.

Finally after taking that asshole with my dick and spreading it with my fingers, shoving his face and shoulders into the carpet fucking him again all while watching tv as if he was just a second thought I pulled out of his ass, yanked the condom off and shoved my dick into his mouth I finally came with my dick burried down his throat, he swallowed it all without a blink.

And as we discussed he then got up, put his shorts on and headed to the door, as he was walking out he said “Thanks That was exactly what I needed, the next time your in town reach out and we can do this again. “ then he walked out.

What an incredible time, from the pre-dinner sex to the after dinner sex where i used him how we both wanted, I was in town for over a week and I used his mouth and ass three different times.